82431-34-3Relevant academic research and scientific papers
Synthesis of the D2d-Dinoradamantane Derivatives Having Two Coaxially Oriented Unsaturated Centers. 6-Methylene-D2d-dinoradamantan-2-one and D2d-Dinoradamantane-2,6-dione
Nakazaki, Masao,Naemura, Koichiro,Harada, Hiroshi,Narutaki, Hideya
, p. 3470 - 3474 (2007/10/02)
From the cyclopentadiene-maleic anhydride adduct was prepared the norbornenecarboxylic acid 22.Treatment of the acid chloride 23 with triethylamine afforded the tetracyclic ketone 24 which was converted into the dinoradamantanecarboxylic acid 25 by a basic ring-opening reaction.The sequence of conversions involving the Cope elimination of the amine oxide derived from the amine 31 provided 6-methylene-D2d-dinoradamantan-2-one (6) whose OsO4-NaIO4 oxidation eventually yielded D2d-dinoradamantane-2,6-dione (7) of D2 symmetry.
